$42 Find Cheap Flights to Annapolis

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Annapolis departing on 4/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flight Deals to Annapolis

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Annapolis that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals to Annapolis

KAYAK's recommended round-trip deals from the most popular airlines that fly to Annapolis.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
8:00 am - 9:37 amBOS-BWI
1h 37mnonstop
7:51 pm - 9:16 pmBWI-BOS
1h 25mnonstop
$62Spirit Airlines
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Tue, Apr 8 - Tue, Apr 8
6:00 am - 7:31 amBOS-BWI
1h 31mnonstop
9:30 pm - 10:56 pmBWI-BOS
1h 26mnonstop
$65Spirit Airlines
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Sat, May 17 - Tue, May 20
12:45 pm - 2:26 pmBOS-IAD
1h 41mnonstop
10:19 pm - 11:59 pmIAD-BOS
1h 40mnonstop
$97United Airlines
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Wed, Apr 9 - Mon, Apr 14
9:30 am - 11:11 amBOS-IAD
1h 41mnonstop
10:19 pm - 11:59 pmIAD-BOS
1h 40mnonstop
$117United Airlines
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Mon, Apr 14 - Mon, Apr 14
1:50 pm - 3:40 pmBOS-DCA
1h 50mnonstop
10:00 pm - 11:34 pmDCA-BOS
1h 34mnonstop
$117Delta
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Wed, Apr 9 - Mon, Apr 14
6:10 am - 8:00 amBOS-DCA
1h 50mnonstop
10:00 pm - 11:37 pmDCA-BOS
1h 37mnonstop
$122Delta
Find Deal
Fri, May 30 - Mon, Jun 2
8:26 am - 10:10 amBOS-DCA
1h 44mnonstop
9:00 pm - 10:32 pmDCA-BOS
1h 32mnonstop
$148American Airlines
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Fri, Jul 11 - Tue, Jul 15
3:59 pm - 8:00 pmDFW-BWI
3h 01mnonstop
8:50 pm - 11:28 pmBWI-DFW
3h 38mnonstop
$148Frontier
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Mon, Apr 7 - Fri, Apr 18
3:58 pm - 7:59 pmDFW-BWI
3h 01mnonstop
8:50 pm - 11:28 pmBWI-DFW
3h 38mnonstop
$149Frontier
Find Deal
Wed, Apr 9 - Fri, Apr 18
6:45 pm - 9:49 pmORD-BWI
2h 04mnonstop
7:30 am - 8:40 amBWI-ORD
2h 10mnonstop
$157American Airlines
Find Deal
Wed, Apr 23 - Wed, Apr 30

Good to know - Book Cheap Annapolis Plane Tickets

Low season

February

High season

May

Cheapest flight

$42
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Boston to Baltimore

Flights to Annapolis: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Annapolis 
ToruFlew with ANABOS-IADDec 2024
Delta usually has good equipment. Not luxual, but all convenient.
Verified travelerFlew with United AirlinesBDL-IADDec 2024
small overheads on small planes, sometimes delayed, don't make tight connection at Dulles
KayFlew with LufthansaMCO-IADSep 2024
Make sure you have plenty of time at airport! Get help from staff
JasonFlew with United AirlinesDEN-IADNov 2024
DIA is a large airport. Get there early.
VickyFlew with United AirlinesMDT-IADOct 2024
Avoid Dulles if you can. Its boarding areas are uncomfortable, cramped, over crowded and dreary. My United flight was fine. Just lining up to board in that over crowded space was unpleasant.
Verified travelerFlew with United AirlinesRIC-IADJul 2024
Know where your connecting gate. You can use the airline app to bring up a map and it can give you directions and time from landing gate to departure gate.
karenFlew with Alaska AirlinesLAX-IADJun 2024
Personal tips are bring your own food if you're hungry; keep foot space as open as possible for leg room; pack your patience
StacieFlew with Alaska AirlinesSEA-IADJun 2024
Watch your dates that you book. Don’t forget about the Alaska cruises. Sunday everyone flying home after cruise. Flights booked!
Verified travelerFlew with Alaska AirlinesLAX-IADJun 2024
Get to the airport on time because traffic in LA is unexpected
MichaelFlew with American AirlinesPVD-DCAJun 2024
Leave a day earlier than intended in the summer.
Verified travelerFlew with United AirlinesLAX-IADAug 2024
Request united to track your checkin bags timely
SuzanneFlew with American AirlinesICT-DCAAug 2024
If there is a significant delay, just cancel the trip. Trust me, it can only get worse and you're better off cutting your losses.
BillFlew with SouthwestPVD-DCAJun 2024
Not a lot of food options at DCA Boarding area very crowded
DavidFlew with United AirlinesSFO-IADJun 2024
Be prepared to pay for WiFi and food.
BeaudlyFlew with JetBlueMCO-DCAMar 2024
I think Delta is good. But the new terminal C at Orlando Airport is awesome so JetBlue win for using the terminal C.
Verified travelerFlew with Alaska AirlinesSEA-IADMay 2024
Fly a larger carrier with the usual amenities: Delta, United, American.
UzomaFlew with American AirlinesORD-DCAJan 2024
ORD and DCA are nice airports with plenty of space. ORD is always busy so allow ample time to drive there, drop your bag, and go through security if you don't have TSA pre check.
BindulFlew with United AirlinesDEN-IADFeb 2024
There are multiple flights between DEN and IAD everyday, including some wide bodies. Try and get on one of the wide bodies whenever possible.
BartoszFlew with Scandinavian AirlinesORD-IADFeb 2024
United or American are the best airlines to fly to DC
Verified travelerFlew with LufthansaBDL-IADDec 2023
My flight from Hartford to DC was fine. It’s a short trip.
PatriciaFlew with United AirlinesPBI-IADJan 2024
Take DCA instead of IAD to avoid those stupid overpacked people movers

FAQs - booking Annapolis flights

  • How long is the flight to Annapolis?

    Flights from Chicago2h 07m
    Flights from Hartford1h 23m
    Flights from Boston1h 38m
    Flights from Los Angeles5h 24m
    Flights from Providence1h 31m
  • What is the cheapest flight to Reagan Washington National Airport?

    In the last 3 days, the cheapest flight deal to Reagan Washington National Airport was found on the route from Boston, at $62 return. The most popular connection is from Chicago to Reagan Washington National Airport and KAYAK users have found round-trip deals for as low as $173 in the last 3 days.

  • Which airlines fly to Reagan Washington National Airport?

    Many airlines fly to Reagan Washington National Airport, the most common ones being American Airlines, Southwest, and Delta. See the amount of flights per week for popular airlines flying to Reagan Washington National Airport.

  • How to fly to Annapolis?

    You cannot fly directly to Annapolis. KAYAK recommends you fly to Washington, D.C. All airports (WAS) (29.8 miles from Annapolis). From there you can rent a car or get a taxi.

  • What airports are near Annapolis?

    The closest airport is Baltimore/Washington (BWI) (16.54 mi). Other nearby airports are Washington, D.C. All airports (WAS) (29.8 mi), Washington, D.C. Reagan-National (DCA) (30.55 mi) or Washington, D.C. Dulles Intl (IAD) (51.41 mi). KAYAK recommends you fly to Washington, D.C. All airports.

  • How far is Washington, D.C. Reagan-National Airport from central Washington, D.C.?

    The distance between Washington, D.C. Reagan-National Airport and downtown Washington, D.C. is 4 miles.

  • How does KAYAK find such low prices on flights to Annapolis?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Annapolis.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Annapolis?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Annapolis is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Annapolis?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Annapolis with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Annapolis?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Annapolis up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Annapolis

  • There is no major airport in Annapolis,it is instead served by Washington, D.C.'s airports. We recommend you fly to Washington, D.C. Reagan-National Airport Airport, however you can also fly to Baltimore/Washington Airport airport or Washington, D.C. Dulles Intl Airport airport.
  • Looking for cheap airfare to Annapolis? 25% of our users found round-trip tickets to Annapolis for the following prices or less: From Boston $297, from Miami $646, from Los Angeles $816
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Annapolis flight deals.

Top 5 airlines flying to Annapolis

Need help choosing which airline to fly with from the United States to Annapolis? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7890 reviews
8.5Crew
7.9Entertainment
7.3Food
8.2Boarding
8.0Comfort
Airline reviews

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

10.0 ExcellentJohn, Mar 2025DEN - ATL
Read more Delta reviews

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

The crew was wonderful and attentive. The seats near exit row were restrictive. Offer healthy snacks please

Delta is a premier airline so my expectations are most always met.

Seats are much much more comfortable than United, which is what I usually fly

Zero updates from the pilots for 30 minutes in the tarmac

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

Crew professional. Easy bag drop off. On time. Good entertainment.

I liked everything. Except that my neck was hurting on the seat. I couldn't sleep.

Good experience but the snacks are not gluten free, so I cannot eat them.

Between Las Vegas and Dallas was okay But, once in the Dallas airport, notice, I have disability and ask for a wheelchair, they leave in a middle of nowhere, the personal in charge try to push me on a cart where I couldn't sit because was to high. Then they don't care about me, they bulling, till I start to yelling and crying, ask to everyone around, who can help me. The man in charge make a despective movements and said you are to loosing the fly. The last name in his batch started with an H, I did not have the full name. A nightmare. After all, a woman in charge was walking very slowly and asking me for a tip cause she was helping me to reach the fly. For years, AA has been the preferred airline. The personal in charge of the disabled people are discriminate me. Thank you Kayak.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

Flight boarded from Gate 39 at OGG, the farthest gate in the terminal. There were no Hawaiian themed amenities for the flight. The first class service was mediocre at best; I received not special welcome or recognition as an executive platinum member of American Advantage program. The flight attendants were more concerned with their cell phones than saying "thank you" to the passengers as we disembarked. Fortunately, the flight arrived at LAX a few minutes early.

I was a little disappointed of not having an android charger. Only one it was for an iPhone. I've flown American in the past and had access to one.

Seats are poor. They do not lean back. They do not even have pockets on the back, making it impossible to store a phone or a coke bottle. If you opt for basic economy cheap seats, they stick you always in the middle or window seat, even though there are unoccupied seats on the aisle. And then there is the nickel and diming. No carry-ons. And checking your carry-on is $70. At the end there is no price advantage but there is plenty of aggravation.

Not good. No updates regarding the flight status until after the fact on the delays and then a cancellation.

Flight crew was great. Spirit leaves a lot to be desired in terms of comfort.

This was my first experience with Spirit. The flight was originally delayed because of mechanical problems. There was a major storm moving through our area later in the day. Spirit kept changing the gate and taking the plane for other flights. They did this 6 times until we left 7 hours later, right at the worse time. I am sure it is because they originally delayed the flight through their fault. They would have had to pay for everybody's hotel and later flight. It was a money decision. The pilot did an exceptional job flying and landing the plane in horrific weather. It was one of the roughest and shakiest landings that I have ever done in my extensive flying experience. I just can never go through this discount BS again. Spirit gave us a $30 voucher each for next travel and a $12 meal voucher... but that's nothing compared to sitting in an airport for 7 hours.

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

The booking was cancelled the next day. Spirit Airlines refunded Kayak cheapflay the full amount, but I was only refunded half. Costumer service is disgusting. Be careful. You can lose your money.

Everything on the flight was OK. However, the price is very deceiving the way that it is marketed. It seems like it’s going to be very low cost, but when you add in the charges for luggage, choosing a seat, food & drink, etc., that are already included in other competitors fares, it really is no cheaper, and possibly even more expensive than the other carriers. It actually makes your carrier seem dishonest.

If kayak actually provided me this flight and didn’t just send me notifications about it

Kayak never booked my flight, I have received notifications the entire time the fights were to be used I went to the airport to find out despite receiving these emails to board my flight was never booked only to have to return home and miss the event I was scheduled for, inconvenient and devastating to say the least, customer service was very poor to only explain that my card had not been charged so that I shouldn’t worry. Yea great for you to say being that your not inconvenienced.

They switched my flight to Spirit, Never using Kayak again,

i was denied boarding, even though i had an assigned seat, checked in on line and was at airport early. Then they refused to fully refund the the fair and replacement fair because they claimed it was "no show/denied boarding". I will never fly this airline again

I was not permitted on my flight and had to purchase another flight ticket to Las Vegas.

This was a full flight and I was in Zone 1, however upon boarding, several other zones went in ahead of me, leaving no overhead cabin space near my seat. This created a challenging disembarkment process.

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

Flight was delayed 3 times, would have been nice to have received text message instead of email notifications. Frontier app wasn’t even updated accordingly, no gate number disclosed. No agent at front desk of gate to inform of delay. Very confused and left if the dark

It was a no frills flight. Would have liked to be able to charge my device

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

Everything went as planned. Crew was great. Seats were still not that comfortable.

Everything you need to know for your flight to Annapolis

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